Literature DB >> 20820664

Asymmetric synthesis of chiral cyclic amine from cyclic imine by bacterial whole-cell catalyst of enantioselective imine reductase.

Koichi Mitsukura1, Mai Suzuki, Kazuhiro Tada, Toyokazu Yoshida, Toru Nagasawa.   

Abstract

Streptomyces sp. GF3587 and 3546 were found to be imine-reducing strains with high R- and S-selectivity by screening using 2-methyl-1-pyrroline (2-MPN). Their whole-cell catalysts produced 91 mM R-2-methylpyrrolidine (R-2-MP) with 99.2%e.e. and 27.5 mM S-2-MP (92.3%e.e.) from 2-MPN at 91-92% conversion in the presence of glucose, respectively.

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Year:  2010        PMID: 20820664     DOI: 10.1039/c0ob00353k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  15 in total

1.  Screening and characterization of a diverse panel of metagenomic imine reductases for biocatalytic reductive amination.

Authors:  James R Marshall; Peiyuan Yao; Sarah L Montgomery; James D Finnigan; Thomas W Thorpe; Ryan B Palmer; Juan Mangas-Sanchez; Richard A M Duncan; Rachel S Heath; Kirsty M Graham; Darren J Cook; Simon J Charnock; Nicholas J Turner
Journal:  Nat Chem       Date:  2020-12-30       Impact factor: 24.427

2.  A reductive aminase from Aspergillus oryzae.

Authors:  Godwin A Aleku; Scott P France; Henry Man; Juan Mangas-Sanchez; Sarah L Montgomery; Mahima Sharma; Friedemann Leipold; Shahed Hussain; Gideon Grogan; Nicholas J Turner
Journal:  Nat Chem       Date:  2017-05-29       Impact factor: 24.427

Review 3.  The role of biocatalysis in the asymmetric synthesis of alkaloids - an update.

Authors:  Emmanuel Cigan; Bettina Eggbauer; Joerg H Schrittwieser; Wolfgang Kroutil
Journal:  RSC Adv       Date:  2021-08-20       Impact factor: 3.361

4.  Multifunctional biocatalyst for conjugate reduction and reductive amination.

Authors:  Thomas W Thorpe; James R Marshall; Vanessa Harawa; Rebecca E Ruscoe; Anibal Cuetos; James D Finnigan; Antonio Angelastro; Rachel S Heath; Fabio Parmeggiani; Simon J Charnock; Roger M Howard; Rajesh Kumar; David S B Daniels; Gideon Grogan; Nicholas J Turner
Journal:  Nature       Date:  2022-04-06       Impact factor: 49.962

5.  Sequence-Based In-silico Discovery, Characterisation, and Biocatalytic Application of a Set of Imine Reductases.

Authors:  Stefan Velikogne; Verena Resch; Carina Dertnig; Joerg H Schrittwieser; Wolfgang Kroutil
Journal:  ChemCatChem       Date:  2018-07-17       Impact factor: 5.686

6.  Electrocatalytic Volleyball: Rapid Nanoconfined Nicotinamide Cycling for Organic Synthesis in Electrode Pores.

Authors:  Clare F Megarity; Bhavin Siritanaratkul; Rachel S Heath; Lei Wan; Giorgio Morello; Sarah R FitzPatrick; Rosalind L Booth; Adam J Sills; Alexander W Robertson; Jamie H Warner; Nicholas J Turner; Fraser A Armstrong
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

7.  Process Optimisation Studies and Aminonitrile Substrate Evaluation of Rhodococcus erythropolis SET1, A Nitrile Hydrolyzing Bacterium.

Authors:  Tatenda M Mareya; Tracey M Coady; Catherine O'Reilly; Michael Kinsella; Lee Coffey; Claire M Lennon
Journal:  ChemistryOpen       Date:  2020-04-27       Impact factor: 2.911

8.  Crossing the Border: From Keto- to Imine Reduction in Short-Chain Dehydrogenases/Reductases.

Authors:  Sebastian Roth; Peter Stockinger; Jakob Steff; Simon Steimle; Viktor Sautner; Kai Tittmann; Jürgen Pleiss; Michael Müller
Journal:  Chembiochem       Date:  2020-07-02       Impact factor: 3.164

Review 9.  Biocatalytic Reduction Reactions from a Chemist's Perspective.

Authors:  Frank Hollmann; Diederik J Opperman; Caroline E Paul
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-03       Impact factor: 15.336

10.  Engineering of Thermostable β-Hydroxyacid Dehydrogenase for the Asymmetric Reduction of Imines.

Authors:  Peter Stockinger; Luca Schelle; Benedikt Schober; Patrick C F Buchholz; Jürgen Pleiss; Bettina M Nestl
Journal:  Chembiochem       Date:  2020-09-16       Impact factor: 3.164

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